2-Decarboxy-2-hydroxy-methyl-3,7-inter-m-phenylene-ω-phenoxy-PGD.sub.1

ABSTRACT

This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.

The present application is a divisional application of Ser. No. 647,357,filed Jan. 8, 1976, now issued as U.S. Pat. No. 4,055,602.

The present invention relates to prostaglandin analogs, for which theessential material constituting disclosure therefor is incorporated byreference here from U.S. Pat. No. 4,055,602, issued Oct. 25, 1977.

I claim
 1. A prostaglandin analog of the formula ##STR1## WHEREIN Z₃ isoxa or methylene;Wherein R₈ is hydrogen or hydroxy;Wherein Y istrans-CH=CH-;wherein M₁ is ##STR2## wherein R₅ is hydrogen or methyl;WHEREIN L₁ is ##STR3## wherein R₃ and R₄ are hydrogen or methyl, beingthe same or different; Wherein g is one, 2, or 3; and Wherein s is zero,one, 2 or 3 and T is chloro, fluoro, trifluoromethyl, alkyl of one to 3carbon atoms, inclusive, or alkoxy of one to 3 carbon atoms, inclusive,the various T's being the same or different, with the proviso that notmore than two T's are other than alkyl.
 2. A compound according to claim1, wherein R₈ is hydrogen.
 3. A compound according to claim 2, wherein sis zero or one and T is chloro, fluoro, or trifluoromethyl.
 4. Acompound according to claim 3, wherein g is one.
 5. A compound accordingto claim 4, wherein at least one of R₃ and R₄ is methyl.
 6. A compoundaccording to claim 5, wherein R₃ and R₄ are both methyl.
 7. A compoundaccording to claim 6, wherein R₅ is methyl. 8.2-Decarboxy-2-hydroxymethyl-15,16-dimethyl-16-phenoxy3,7-inter-m-phenylene-3-oxa-4,5,6,18,19,20-hexanor-9-deoxy-PGD₁,a compound according to claim
 7. 9. A compound according to claim 6,wherein R₅ is hydrogen. 10.2-Decarboxy-2-hydroxymethyl-16-methyl-16-phenoxy3,7-inter-m-phenylene-3-oxa-4,5,6,18,19,20-hexanor-9-deoxy-PGD₁,a compound according to claim
 9. 11. A compound according to claim 4,wherein R₃ and R₄ are both hydrogen.
 12. A compound according to claim11, wherein R₅ is methyl. 13.2-Decarboxy-2-hydroxymethyl-15-methyl-16-phenoxy3,7-inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-9-deoxy-PGD₁,a compound according to claim
 12. 14. A compound according to claim 11,wherein R₅ is hydrogen. 15.2-Decarboxy-2-hydroxymethyl-16-phenoxy3,7-inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-9-deoxy-PGD₁,a compound according to claim
 14. 16. A compound according to claim 1,wherein R₈ is hydroxy.
 17. A compound according to claim 16, wherein sis zero or one and T is chloro, fluoro, or trifluoromethyl.
 18. Acompound according to claim 17, wherein g is one.
 19. A compoundaccording to claim 18, wherein at least one of R₃ and R₄ is methyl. 20.A compound according to claim 19, wherein R₃ and R₄ are both methyl. 21.A compound according to claim 20, wherein R₅ is methyl. 22.2-Decarboxy-2-hydroxymethyl-15,16-dimethyl-16-phenoxy3,7-inter-m-phenylene-3-oxa-4,5,6,18,19,20-hexanor-PGD₁a compound according to claim
 21. 23. A compound according to claim 20,wherein R₅ is hydrogen. 24.2-Decarboxy-2-hydroxymethyl-16-methyl-16-phenoxy-3,7-inter-m-phenylene-3-oxa-4,5,6,18,19,20-hexanor-PGD₁a compound according to claim
 23. 25. A compound according to claim 18,wherein R₃ and R₄ are both hydrogen.
 26. A compound to claim 25, whereinR₅ is methyl. 27.2-Decarboxy-2-hydroxymethyl-15-methyl-16-phenoxy3,7-inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-PGD₁a compound according to claim
 26. 28. A compound according to claim 25,wherein R₅ is hydrogen. 29.2-Decarboxy-2-hydroxymethyl-16-phenoxy-3,7-inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-PGD₁a compound according to claim 28.